C₃₃H₃₈N₄O₉

Base Information

• Chemical Name: C₃₃H₃₈N₄O₉
• CAS No.: 1313436-87-1
• Molecular Formula: C₃₃H₃₈N₄O₉
• Molecular Weight: 634.686
• Mol file: 1313436-87-1.mol

Synonyms:

Chemical Property of C₃₃H₃₈N₄O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₃₃H₃₈N₄O₉

There total 17 articles about C₃₃H₃₈N₄O₉ which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-2-amino-3-(5'-iodo-2'-methoxyphenyl)propanoic acid hydrochloride (1095089-33-0) → C33H38N4O9 (1313436-87-1)

Guidance literature:

Multi-step reaction with 7 steps

1: sodium hydrogencarbonate / 1,4-dioxane; water / 16.17 h / 0 - 20 °C / Inert atmosphere

2: caesium carbonate; palladium diacetate; tris-(o-tolyl)phosphine / 1,4-dioxane; water / 8 h / 80 °C / Inert atmosphere

3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

4: 2,6-dimethylpyridine; triethylsilyl trifluoromethyl sulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

5: N-ethyl-N,N-diisopropylamine; HATU; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 38 h / 20 °C / Inert atmosphere

6: sodium hydroxide; trimethylphosphane / toluene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

7: hydrogenchloride / water / 8 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; triethylsilyl trifluoromethyl sulfonate; palladium diacetate; sodium hydrogencarbonate; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; tris-(o-tolyl)phosphine; sodium hydroxide; trimethylphosphane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; 2: |Suzuki Coupling;

DOI:10.1002/asia.201000908

Reference yield:

(2S,4R)-N-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylic acid tert-butyl ester (1095089-41-0) → C33H38N4O9 (1313436-87-1)

Guidance literature:

Multi-step reaction with 9 steps

1.1: ruthenium(IV) oxide hydrate; sodium periodate / water; ethyl acetate / 20 h / 20 °C / Inert atmosphere

2.1: sodium tetrahydroborate / water; ethanol / 22 h / 0 - 20 °C / pH 7 / Inert atmosphere

3.1: triphenylphosphine; hydrogen azide; di-isopropyl azodicarboxylate / toluene / 4 h / Inert atmosphere

4.1: 2,6-dimethylpyridine; t-butyldimethylsiyl triflate / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

4.2: 1 h / Inert atmosphere

5.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

6.1: 2,6-dimethylpyridine; triethylsilyl trifluoromethyl sulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

7.1: N-ethyl-N,N-diisopropylamine; HATU; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 38 h / 20 °C / Inert atmosphere

8.1: sodium hydroxide; trimethylphosphane / toluene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

9.1: hydrogenchloride / water / 8 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; sodium tetrahydroborate; sodium periodate; hydrogen azide; 1-hydroxy-7-aza-benzotriazole; ruthenium(IV) oxide hydrate; di-isopropyl azodicarboxylate; t-butyldimethylsiyl triflate; triethylsilyl trifluoromethyl sulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; trimethylphosphane; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; toluene; 3.1: |Mitsunobu Displacement;

DOI:10.1002/asia.201000908

Reference yield:

(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid (1095089-39-6) → C33H38N4O9 (1313436-87-1)

Guidance literature:

Multi-step reaction with 5 steps

1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2: 2,6-dimethylpyridine; triethylsilyl trifluoromethyl sulfonate / dichloromethane / 16 h / 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine; HATU; 1-hydroxy-7-aza-benzotriazole / dichloromethane / 38 h / 20 °C / Inert atmosphere

4: sodium hydroxide; trimethylphosphane / toluene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5: hydrogenchloride / water / 8 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; triethylsilyl trifluoromethyl sulfonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1002/asia.201000908

upstream raw materials:

(2S,2’’’S)-2-(benzyloxcarbonylamino)-3-(4’,4’’-bis-methoxy-3’’-[tert-butyloxycarbonylamino-2’’’-methoxycarbonylethyl]-biphenyl-3’-yl)-propionic acid

(2S,4R)-N-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylic acid tert-butyl ester

(2S,4R)-N-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)-5-oxopyrrolidine-2-carboxylic acid tert-butyl ester

(2S,4R)-2-(tert-butoxycarbonylamino)-4-(tert-butyldimethylsilyloxy)-5-hydroxy-pentanoic acid tert-butyl ester

Downstream raw materials:

biphenomycin B